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5-day Trip to Portland, Oregon

5-day Trip to Portland, Oregon Itinerary

Last updated: 2024 Jun 14

Exploring the City of Roses

Morning
Start your day with a delicious breakfast at Tasty n Alder. Afterward, embark on the City of Roses Tour Historical and Iconic Portland Sights to discover the rich history and iconic landmarks of Portland. Visit the International Rose Test Garden and immerse yourself in the beauty of thousands of rose varieties.
Afternoon
For lunch, head to Pok Pok and indulge in their famous Thai street food. Afterward, take a leisurely bike ride through the city with the Bike Portland Bridges, Neighborhoods, Poetry, and Roses tour. Explore the neighborhoods, admire the bridges, and enjoy the poetic charm of Portland.
Evening
Enjoy a delightful dinner at Le Pigeon, known for its innovative and exquisite cuisine. Afterward, join the Portland Ghosts Boos and Booze Haunted Pub Crawl to experience the supernatural side of Portland while enjoying drinks at haunted pubs.
Bedtime
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Visit Portland City Tour Views and News in Portland, Oregon
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City of Roses Tour Historical and Iconic Portland Sights

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Visit International Rose Test Garden in Portland, Oregon
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International Rose Test Garden

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Waterfalls and Food Delights

Morning
Start your day early and embark on the From Portland Columbia Gorge Waterfalls Tour to witness the breathtaking beauty of the Columbia River Gorge and visit iconic waterfalls such as Multnomah Falls and Latourell Falls. Enjoy a packed lunch amidst nature.
Afternoon
After returning to Portland, satisfy your taste buds with a walking food tour. Join the Portland All-Inclusive Walking Food Tour and explore the city's vibrant food scene. Indulge in a variety of local delicacies and discover hidden culinary gems.
Evening
For dinner, head to Ox Restaurant and savor their delicious farm-to-table dishes. Afterward, take a relaxing Portland Willamette River 2.5-hour Dinner Cruise and enjoy a scenic cruise along the Willamette River while savoring a delightful dinner.
Bedtime
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Visit From Portland Columbia Gorge Waterfalls Tour in Portland, Oregon
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From Portland Columbia Gorge Waterfalls Tour

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Visit Multnomah Falls in Portland, Oregon
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Multnomah Falls

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Coastal Adventure

Morning
Embark on a full-day Oregon Coast Day Tour Cannon Beach and Haystack Rock to explore the stunning Oregon Coast. Visit the picturesque Cannon Beach and marvel at the iconic Haystack Rock. Enjoy a picnic lunch with a view of the ocean.
Afternoon
After returning to Portland, treat yourself to a unique culinary experience at Andina Restaurant, known for its delicious Peruvian cuisine. Explore the flavors of Peru through their diverse menu.
Evening
End the day with a visit to Departure Restaurant + Lounge, a rooftop restaurant offering panoramic views of the city. Enjoy a fusion of Asian flavors and innovative cocktails while taking in the breathtaking cityscape.
Bedtime
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Visit Oregon Coast Day Tour Cannon Beach and Haystack Rock in Portland, Oregon
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Oregon Coast Day Tour Cannon Beach and Haystack Rock

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Nature and Underground Exploration

Morning
Start your day with a hearty breakfast at Pine State Biscuits. Then, embark on the Portland Underground Shanghai Tunnel Tour with Beer Tasting to delve into the city's intriguing history and explore the hidden underground tunnels. Learn about Portland's notorious past.
Afternoon
For lunch, head to Lardo and indulge in their mouthwatering sandwiches. Afterward, venture into the lush greenery of Washington Park. Visit the Portland Japanese Garden and immerse yourself in the tranquility of this traditional Japanese garden.
Evening
Enjoy a delightful dinner at Kachka, a renowned Russian restaurant known for its authentic and flavorful dishes. Afterward, experience the vibrant nightlife of Portland at Portland Downtown Coffee & Donut Tour. Sample delicious coffee and donuts while exploring the city's bustling downtown.
Bedtime
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Visit Portland Underground Shanghai Tunnel Tour with Beer Tasting in Portland, Oregon
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Portland Underground Shanghai Tunnel Tour with Beer Tasting

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Visit Washington Park in Portland, Oregon
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Washington Park

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Mount Hood Adventure

Morning
Embark on a Portland Mt. Hood Day Tour to explore the majestic Mount Hood. Enjoy scenic views, visit the picturesque Timberline Lodge, and immerse yourself in the beauty of nature. Stop for a quick breakfast at Blue Star Donuts before heading out.
Afternoon
For lunch, visit Screen Door and savor their mouthwatering Southern cuisine. Afterward, take a leisurely stroll through the Powell’s City of Books, the largest independent bookstore in the world.
Evening
End your trip with a memorable dinner at Little Bird Bistro, known for its French-inspired cuisine. Reflect on your Portland adventure while enjoying a delightful meal.
Bedtime
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Visit Portland Mt. Hood Day Tour in Portland, Oregon
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Portland Mt. Hood Day Tour

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Visit Powell’s City of Books in Portland, Oregon
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Powell’s City of Books

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